SML3300

TB21007

≥98% (HPLC)

• Synonym(s): 3-(2-Hydroxyethylthio)-6,6-dimethyl-1-(thiazol-2-yl)-6,7-dihydrobenzo[c]thiophen-4(5H)-one, 6,6-Dimethyl-3-(2-hydroxyethyl)thio-1-(thiazol-2-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one, 6,7-Dihydro-3-[(2-hydroxyethyl)thio]-6,6-dimethyl-1-(2-thiazolyl)benzo[c]thiophen-4(5H)-one, TB 21007, TB-21007
• Empirical Formula (Hill Notation): C₁₅H₁₇NO₂S₃
• CAS Number: 207306-50-1
• Molecular Weight: 339.50
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C1C2=C(SCCO)SC(C3=NC=CS3)=C2CC(C1)(C)C
• InChI: 1S/C15H17NO2S3/c1-15(2)7-9-11(10(18)8-15)14(20-6-4-17)21-12(9)13-16-3-5-19-13/h3,5,17H,4,6-8H2,1-2H3
• InChI key: QILRYFCEXLFIDS-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Gamma-aminobutyric acid type A receptor GABA(A) alpha 5 (α5) subtype-selective inverse agonist/negative allosteric modulator (NAM) in vitro and in vivo.

TB21007 is a gamma-aminobutyric acid type A receptor (GABAA) alpha 5 (α5) subtype-selective (αβ3γ2 Ki in nM = 1.6/α5, 20/α1, 16/α2, 20/α3) negative allosteric modulator (NAM)/inverse agonist (% inhibition at 100 nM = 51/α5, 21/α1, 1/α2, 3/α3, using L(tk-) fibroblast expressing β3γ2 with respective α subunit). TB21007 enhances cognitive performance in a hippocampal-dependent memory task in vivo (0.3 mg/kg i.p. in rats; delayed ‘matching-to-place′ Morris water maze test) without the convulsant or proconvulsant activity (3 mg/kg i.p. in mice) observed with nonselective inverse agonists.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable